US4759861A - Metal working lubricant - Google Patents
Metal working lubricant Download PDFInfo
- Publication number
- US4759861A US4759861A US06/844,343 US84434386A US4759861A US 4759861 A US4759861 A US 4759861A US 84434386 A US84434386 A US 84434386A US 4759861 A US4759861 A US 4759861A
- Authority
- US
- United States
- Prior art keywords
- acid
- oil
- component
- carbon atoms
- lubricant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- C—CHEMISTRY; METALLURGY
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/04—Fatty oil fractions
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/02—Well-defined hydrocarbons
- C10M105/06—Well-defined hydrocarbons aromatic
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- C10M105/10—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
- C10M105/12—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms monohydroxy
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- C10M105/14—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms polyhydroxy
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- C10M129/40—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
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- C10M129/42—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms polycarboxylic
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- C10M129/56—Acids of unknown or incompletely defined constitution
- C10M129/58—Naphthenic acids
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
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- C10N2040/244—Metal working of specific metals
- C10N2040/247—Stainless steel
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- the present invention relates to metal working lubricants and more specifically to a lubricating agent particularly but not exclusively for use in the cold rolling of metals such as steel, stainless steel, silicon steel or molybdenum steel.
- Metals can be worked into desired shapes by rolling, drawing, pressing, cutting, reducing, ironing and similar working operations in which lubricants are selectively used to suit the particular application.
- lubricants have heretofore been proposed for the cold rolling of metals.
- Lubricants have been used even in the hot rolling of certain metals such as aluminum and its alloys.
- rolled sheets need in many cases to be subsequently annealed to prevent the sheet surfaces from being unduly hardened.
- mineral- or fat-type soluble oils have been developed from an oily material such as mineral oil of low kinetic viscosity, palm oil or beef tallow which is emulsified in water. These soluble oils take advantage of improved cooling efficiency and non-flammability owing to the presence of water. Eligible mineral-type soluble oils may be obtained for instance by mixing a mineral oil of low viscosity with an emulsifier and emulsifying the resulting mixture in water with stirring. This soluble oil however is still unsatisfactory as its lubricating capability is not sufficient and it often causes oil stain during annealing, because of the presence of various additives, particularly of a metal.
- Fat-type soluble oils find wide application for their lubricating efficiency, but require repeated heating and agitation during metal working so as to maintain a uniformly emulsified condition. Furthermore, metallic products as finished require cleaning to prevent oil stain. For such cleaning, there are used alkalis, solvents, electrolytes and the like, but all this would entail added equipment and labor yet with inadequate results.
- Another object of the invention is to provide a lubricating agent which is excellent in cooling efficiency and heat stability under high-speed rolling conditions and which features high corrosion resistance and minimum oil stain upon annealing.
- a lubricating agent for use in metal working which comprises the components of:
- [IV] a mineral oil, a synthetic lubricant, a fat, a fatty oil, or a combination thereof in an amount sufficient to make up the balance of the agent, wherein component [III] is present in a solubilized state in the agent.
- Compounds useful as component [I] in the present invention include alkali metal salts, alkaline earth metal salts, and salts and amides of amines or alkanolamines each having 1 to 24 carbon atoms, these salts and amides being derived from one or more acids which may be selected from (1) aliphatic mono- or di-carboxylic acids of 8 to 22 carbon atoms, or polycarboxylic acids thereof, (2) petroleum sulfonic acids, and (3) naphthenic acids.
- the aliphatic mono- and di-carboxylic acids used as acid (1) are straight- or branched-chain, saturated or unsaturated carboxylic acids.
- carboxylic acids include for example octanoic acid (caprilic acid), decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanic acid (arachidic acid), decosenoic acid (behenic acid), hexenoic acid, decenoic acid, dodecenoic acid, tetradecenoic acid, hexadecenoic acid, octadecenoic acid (petroselinic acid, oleic acid, elaidic acid, vaccenic acid), eicocenoic acid, docosenoic acid (erucic acid, brass
- the polycarboxylic acids used as acid (1) are dimers or trimers of the mono- and di-carboxylic acids specified above. Such dimers and trimers are obtainable for example by thermal polymerization of aliphatic carboxylic acids having 8 to 22 carbon atoms and also having one or more unsaturated bonds.
- the petroleum sulfonic acids used as acid (2) are mixtures of sulfonic acid and various hydrocarbons side produced by refining petroleum fractions in the presence of sulfuric acid, each of which mixtures contains an alkylaryl sulfonic acid as the chief ingredient.
- these dimers and trimers may be derived by refining petroleum fractions, particularly illuminating kerosine, in the presence of either sulfuric acid or any suitable solvent to thereby remove sludges, followed by sulfonation of the resulting fractions with fuming sulfuric acid under heated conditions and by subsequent removal of unreacted oils and waste acids from the sulfonated fractions.
- the naphthenic acids used as acid (3) are saturated carboxylic acids each derived from petroleum and having a naphthenic nucleus. These carboxylic acids may be usually prepared by shaking petroleum fractions such as crude oil, kerosine, gas oil and the like with a small amount of concentrated sulfuric acid to thereby remove any basic materials, and then by extracting the resulting oily phase with aqueous sodium hydroxide or a similar alkaline solution.
- alkali metal, alkaline earth metal, and salts and amides of amines and alkanolamines formed from acids (1), (2) and (3) may be used either alone or in combination in the practice of the invention.
- Typical examples of such alkali metal salts include lithium, sodium, potassium and rubidium salts, amongst which the sodium and potassium salts are most preferred.
- Typical examples of such alkaline earth metal salts include beryllium, magnesium, calcium and barium salts, and particularly preferable are the magnesium and calcium salts.
- amines and alkanolamines from which salts and amides are formed as part of component [I]
- methylamine ethylamine, propylamine, butylamine, pentylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, undecylamine, dodecylamine, tridecylamine, tetradecylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, cyclopentylamine, cyclohexylamine, cycloheptylamine, aniline, toluidine, xylidine, dimethylamine, diethylamine, dipropylamine, dibutylamine, dipentylamine, dihexylamine, diheptylamine, dioctylamine,
- alkanolamine salts of the monocarboxylic acids of 8 to 22 carbon atoms are particularly preferred.
- sodium salts of the petroleum sulfonic acids are particularly preferred.
- the compounds used as component [I] in the invention should be in the range of 1 to 40 percent, preferably 5 to 30 percent based on the weight of the intended lubricating agent. Smaller amounts would result in limited range of temperatures within which to solubilize water in the lubricant. At temperatures below 0° C. the lubricant is prone to freeze and hence is not practicable. Greater amounts would lead to undue cost consumption without any significantly improved results.
- Compounds useful as component [II] in the invention are alkylene glycols represented by the formula HO--C n H 2n O) m H where m is an integer of 1 to 3, and n is an integer of 3 to 10. Greater integers of m would adversely affect transparency and stability of the lubricant. Smaller integers of n would lead to limited ranges of temperatures within which to solubilize water in the lubricant, resulting in deteriorated lubricating effeciency, and greater integers would lead to unstability of the lubricant.
- alkylene group having the formula --C n H 2 n-- include, propylene, butylene, pentylene, hexylene, trimethylene, tetramethylene, pentamethylene, hexamethylene and 1,1,3-trimethyltrimethylene groups.
- alkylene group may also be one in which an alkylene group of a varied carbon number is present in one molecule.
- Particularly preferred are propylene glycol, dipropylene glycol, hexylene glycol, 2-methyl-2,4-pentanediol and combinations thereof.
- the compounds used as component [II] in the invention should be in the range of 0.1 to 20 percent, preferably 1 to 10 percent based on the weight of the lubricating agent. Smaller amounts would render it impossible to homogeneously solubilize water in the lubricant, resulting in reduced lubricating efficiency. Greater amounts would adversely affect uniform dissolution of component [II] in the lubricant.
- Component [III] used in the invention is water which should be in the range of 1 to 50 percent, preferably 10 to 40 percent based on the weight of the lubricating agent. Amounts above 35 percent by weight are particularly desirable since the lubricant gives rise to higher non-flammability. Smaller amounts would deteriorate cooling efficiency and would otherwise induce seizing. Greater amounts would make it difficult to homogeneously solubilize component [III] in the lubricant.
- Oily materials useful as component [IV] in the invention are mineral oils, synthetic lubricants, fats, fatty oils, and mixtures thereof. Such mineral oils, synthetic lubricants, fats and fatty oils each may have a kinetic viscosity of 1.5 to 30 cst at 40° C.
- the oily materials used as component [IV] in the invention are in amounts sufficient to make up the balance of the lubricant product.
- mineral oils are pure mineral oils resulting from purification of lubricating oil fractions by commonly employed techniques such for example as solvent purification, sulfuric acid treatment, hydrogenation purification, clay treatment and a combination thereof.
- Typical examples of the synthetic lubricants may be those known in the art and may be selected from higher alcohols, ester oils, poly-alpha-olefin oils, and alkylated aromatic hydrocarbons.
- Specific examples of such lubricants include aliphatic monohydric alcohols of 8 to 22 carbon atoms such as dodecyl alcohol and lauryl alcohol, esters of aliphatic monocarboxylic acids of 10 to 22 carbon atoms such as methyl laurate and butyl stearate and aliphatic monohydric alcohols of 1 to 10 carbon atoms, diesters of dibasic acids such as di-alpha-ethylhexyl sebacate and monohydric alcohols, esters of polyhydric alcohols such as trimethylpropane caprylate, poly-alpha-olefin oils resulting from homo- or co-polymerization of alpha-olefins of 4 to 14 carbon atoms, and alkylbenzenes and alkylna
- Typical examples of the fats and fatty oils may be of animal or vegetable origin and include tallow, lard, tallow-seed oil, fish oil, whale oil and cod-liver oil of animal origin, and coconut oil, castor oil, rape oil, palm oil and soybean oil of vegetable origin.
- the lubricating agent of the invention generally comprises the combination of components [I], [II], [III] and [IV].
- the lubricant may be incorporated with conventional additives such as oiliness improvers, extreme-pressure lubricants, antioxidants, bactericides, antiseptics and the like.
- additives may be used either alone or in combination and should be in the range of 15 percent or smaller, preferably 10 percent or smaller based on the weight of the lubricating agent.
- the lubricating agent according to the invention may be produced by admixing components [I], [II], [III] and [IV], if necessary, together with the aforesaid additives, and agitating and homogenizing the resulting mixture, whereby component [III] is fully solubilized in the finished lubricant.
- Component [III] can be easily solubilized into components [I], [II] and [IV] using conventional agitating techniques.
- the lubricating agent of the invention is adequately applicable not only to the cold rolling of metals but also to other metal working operations including hot rolling, grinding, drawing, pressing, cutting, reducing, iroing and the like, among which a grinding operation is particularly noted. There is no restriction imposed upon the use of such lubricant solely in the cold rolling of metals.
- lubricants 1 to 7 were prepared, the formulations of which were given in Table 2 (comparative lubricants 1 to 7).
- Such comparative lubricants were (1) an emulsion containing 10 percent by weight of a commercially available, emulsifiable rolling oil, (2) a lubricant resulting from dispersing pure palm oil in water, (3) a mineral-type rolling oil similar to a commercial mineral-type lubricating oil, (4) a lubricant formulated in the same manner as in inventive lubricant 1 except for the omission of component [II], (5) a lubricant formulated in the same manner as in inventive lubricant 2 except for the omission of component [II], (6) a lubricant similar to comparative lubricant 4 but using a nonionic surface active agent as component [I], and (7) a lubricant similar to inventive lubricants 4 to 6 but using diethylene glycol as component [II].
- Inventive lubricants 1 to 6 and comparative lubricants 1, 2, 3 and 7 were applied to rolls in the rolling of metallic plates so as to determine the rolling loads under one and the same rate of pressure drop as well as the glosses and mars on the surfaces of the plates thus worked. Gloss determination was made by measuring the reflectance on the plate surfaces using an SM color computer (made by Suga Test Instruments Co., Ltd., Japan), while marring on the plate surfaces was adjudged visually.
- inventive lubricants 1 to 3 effectively protect the rolled plate surfaces from being marred. This is attributable to the fact that component [III], i.e. water, has become fully solubilized in each of the inventive lubricants. Moreover, each inventive lubricant possesses a reduced rolling load. It is believed that when such inventive lubricant is circulated into the roll bite, the water solubilized in the lubricant may aid as a coolant and hence may cool the contact area between the steel plate being worked and the rolls with least seizing.
- the emulsion-type rolling oil (comparative lubricant 1) offers good cooling efficiency imparted by the water present in such emulsion.
- this type of rolling oil would fail to allow an oily component to be satisfactorily circulated into the roll bite, giving rise to increased marring on the metal plate surface.
- palm oil finds extensive application to the cold rolling of metallic pieces.
- the palm oil-containing lubricant (comparative lubricant 2) is superior in rolling properties (reduced loads) and mar resistance, but suffers from substantially diminished glossing on the plate surface.
- the lubricants embodying the present invention exhibit excellent rolling properties, and improved glossing and mar resistance on metal plate surfaces.
- the conventional lubricant containing diethylene glycol as component [II] (comparative lubricant 7) is not satisfactory in respect of rolling properties and mar resistance.
- Inventive lubricants 1 to 3 and comparative lubricants 4 to 7 were subjected to varied temperature conditions to observe the range of temperatures within which water as component [III] was solubilized in each lubricant to thereby provide a substantially transparent solution.
- Water can be solubilized in comparative lubricants 4, 5 and 7 as well as in comparative lubricant 6 when using greater amounts of a nonionic surface active agent as component [I]. In these instances, however, such water solubilization is possible only in a limited temperature range of 18° to 55° C.
- the lubricants embodying the present invention are kept in water-solubilized form over a wider temperature range of 10° to 95° C. and therefore are easy to handle like conventional mineral-type rolling oils.
Abstract
Description
TABLE 1 __________________________________________________________________________ Inventive Formulation (percent by weight) lubricant Component [I] Component [II] Component [III] Component [IV] __________________________________________________________________________ 1 Salt of oleic acid and Dipropylene Distilled Pure mineral oil of N,N--dicyclohexylethanolamine glycol (4) water (20) a kinetic viscosity (20) of 6.5 cst at about 40° C. (56) 2 Salt of oleic acid and 2-Methyl-2,4- Distilled Pure mineral oil of diethanolamine (22) pentanediol (7) water (40) a kinetic viscosity of 1.7 cst at about 40° C. (31) 3 Sodium salt of a petroleum Propylene glycol Distilled Pure mineral oil of sulfonic acid (6) (2) water (3) a kinetic viscosity of 14.5 cst at about 40° C. (74) Butyl stearate (15) 4 Salt of oleic acid and Dipropylene Distilled Pure mineral oil of N.N--dicyclohexylethanolamine glycol (2) water (10) a kinetic viscosity (20) of 5.0 cst at about 40° C. (56) Butyl stearate (7) Lauryl alcohol (5) 5 Salt of Oleic acid and Hexylene Distilled Pure mineral oil of N,N--dicyclohexylethanolamine glycol (2) water (10) a kinetic viscosity of 5.0 cst at about 40° C. (56) Butyl Stearate (7) Lauryl alcohol (5) 6 Salt of oleic acid and 2-Methyl-2,4- Distilled Pure mineral oil of N,N--dicyclohexylethanolamine pentanediol (2) water (10) a kinetic viscosity of 5.0 cst at about 40° C. (56) Butyl stearate (7) Lauryl alcohol (5) __________________________________________________________________________
TABLE 2 __________________________________________________________________________ Comparative Formulation (percent by weight) lubricant Component [I] Component [II] Component [III] Component [IV] __________________________________________________________________________ 1 Emulsion containing 10 percent by weight of a commercially available, emulsifiable rolling oil 2 -- -- Distilled Pure palm oil (10) water (90) 3 -- -- -- Mineral oil of a kinetic viscosity of 14.5 cst at about 40° C. (85) Butyl stearate (15) 4 Salt of oleic acid and -- Distilled Mineral oil of a N,N--dicyclohexylethanolamine water (20) kinetic viscosity of (20) 6.5 cst at about 40° C. (38) 5 Salt of oleic acid and -- Distilled Mineral oil of a diethanolamine (22) water (40) kinetic viscosity of 1.7 cst at about 40° C. (63) 6 Nonyl phenyl ether of -- Distilled Mineral oil of a ethylene oxide of a water (17) kinetic viscosity nonionic surface active of 6.5 cst at about agent type (20) 40° C. (63) 7 Salt of oleic acid and Diethylene Distilled Pure mineral oil of N,N--dicyclohexylethanolamine glycol (2) water (10) a kinetic viscosity (20) of 5.0 cst at about 40° C. (56) Butyl stearate (7) Lauryl alcohol (5) __________________________________________________________________________
TABLE 3 __________________________________________________________________________ Gloss on plate surface Lubricant Rolling load (ton) (reflectance %) Mar on plate surface __________________________________________________________________________ Inventive lubricant 1 12.0 68 None Inventive lubricant 2 12.5 72 None Inventive lubricant 3 8.8 65 None Inventive lubricant 4 12.0 70 None Inventive lubricant 5 12.2 69 None Inventive Lubricant 6 12.5 72 None Comparative lubricant 1 25.0 45 Greater Comparative lubricant 2 9.0 30 None Comparative lubricant 3 13.0 60 Smaller Comparative lubricant 7 17.2 58 Smaller __________________________________________________________________________
TABLE 4 ______________________________________ Solubilization temperature Lubricant (°C.) ______________________________________ Inventive lubricant 1 -10-+95 Inventive lubricant 2 0-+80 Inventive lubricant 3 -5-+95 Inventive lubricant 4 0-+90 Inventive lubricant 5 -5-+95 Inventive lubricant 6 -5-+95 Comparative lubricant 4 +20-+55 Comparative lubricant 5 +25-+42 Comparative lubricant 6 +18-+35 Comparative lubricant 7 +40-+95 ______________________________________
Claims (8)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58-224963 | 1983-11-29 | ||
JP58224963A JPS60118799A (en) | 1983-11-29 | 1983-11-29 | Lubricant for working metal |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06674577 Continuation-In-Part | 1984-11-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
US4759861A true US4759861A (en) | 1988-07-26 |
Family
ID=16821944
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/844,343 Expired - Fee Related US4759861A (en) | 1983-11-29 | 1986-03-26 | Metal working lubricant |
Country Status (3)
Country | Link |
---|---|
US (1) | US4759861A (en) |
JP (1) | JPS60118799A (en) |
KR (1) | KR910009187B1 (en) |
Cited By (21)
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US4927550A (en) * | 1989-01-27 | 1990-05-22 | Castrol Industrial Inc. | Corrosion preventive composition |
US4929375A (en) * | 1988-07-14 | 1990-05-29 | Diversey Corporation | Conveyor lubricant containing alkyl amine coupling agents |
US5009801A (en) * | 1988-07-14 | 1991-04-23 | Diversey Corporation | Compositions for preventing stress cracks in poly(alkylene terephthalate) articles and methods of use therefor |
US5372220A (en) * | 1992-06-01 | 1994-12-13 | Bostik, Inc. | Water based lubricant containing polytetrafluoroethylene |
US5417869A (en) * | 1989-11-27 | 1995-05-23 | Mobil Oil Corporation | Surfactants and cutting oil formulations using these surfactants which resist microbial degradation |
US5441654A (en) * | 1988-07-14 | 1995-08-15 | Diversey Corp., A Corp. Of Canada | Composition for inhibiting stress cracks in plastic articles and methods of use therefor |
US5462681A (en) * | 1993-11-12 | 1995-10-31 | Ecolab, Inc. | Particulate suspending antimicrobial additives |
US5484541A (en) * | 1994-05-17 | 1996-01-16 | Century Chemical Corporation | Process and product for lubricating metal prior to cold forming |
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US5741436A (en) * | 1995-12-05 | 1998-04-21 | Prestone Products Corp. | Antifreeze concentrates and compositions comprising neodecanoic acid corrosion inhibitors |
US6153566A (en) * | 1995-05-10 | 2000-11-28 | Elf Atochem S.A. | Bacteriostatic compositions and use in metal working fluids |
US6376433B1 (en) | 1999-07-13 | 2002-04-23 | Century Chemical Corporation | Process and product for lubricating metal prior to cold forming |
US6524396B1 (en) * | 1998-08-05 | 2003-02-25 | Henkel Kommanditgesellschaft Aut Aktien | Agent and method for machining metal and for cleaning metal or anticorrosion treatment |
US6562768B1 (en) | 2001-08-13 | 2003-05-13 | Ronnie L. Gregston | Composition for and method of cutting internal threads on the surface of a hole in a workpiece |
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US20050044912A1 (en) * | 2001-11-15 | 2005-03-03 | Gilles Darvaux-Hubert | Method for working or forming metals in the presence of aqueous lubricants based on methanesulfonic acid |
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US20090054279A1 (en) * | 2005-02-09 | 2009-02-26 | Sumio Iida | Two-Component Anti-Seizure Agent for Hot Metal Working Process, and Method of Manufacturing Seamless Pipe Using Thereof |
US20090170736A1 (en) * | 2006-05-05 | 2009-07-02 | Brutto Patrick E | Metalworking Fluids Comprising Neutralized Fatty Acids |
US20140128299A1 (en) * | 2011-05-06 | 2014-05-08 | Chemetall Gmbh | Amine-free voc-free metal working fluid |
CN106283068A (en) * | 2016-08-30 | 2017-01-04 | 句容宁武高新技术发展有限公司 | Novel corrosion inhibitor and preparation method thereof |
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JPS6140400A (en) * | 1984-08-02 | 1986-02-26 | Idemitsu Kosan Co Ltd | Water-soluble lubricant |
JPS61141793A (en) * | 1984-12-14 | 1986-06-28 | Idemitsu Kosan Co Ltd | Lubricant composition for sliding and metal working and lubrication of machine tool using same |
JPS61233091A (en) * | 1985-04-09 | 1986-10-17 | Idemitsu Kosan Co Ltd | Lubricating oil composition |
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JPH04178500A (en) * | 1990-11-13 | 1992-06-25 | Yushiro Chem Ind Co Ltd | Water-soluble cutting oil composition having good cutting property |
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US4929375A (en) * | 1988-07-14 | 1990-05-29 | Diversey Corporation | Conveyor lubricant containing alkyl amine coupling agents |
US5009801A (en) * | 1988-07-14 | 1991-04-23 | Diversey Corporation | Compositions for preventing stress cracks in poly(alkylene terephthalate) articles and methods of use therefor |
US5441654A (en) * | 1988-07-14 | 1995-08-15 | Diversey Corp., A Corp. Of Canada | Composition for inhibiting stress cracks in plastic articles and methods of use therefor |
US4927550A (en) * | 1989-01-27 | 1990-05-22 | Castrol Industrial Inc. | Corrosion preventive composition |
EP0381377A2 (en) * | 1989-01-27 | 1990-08-08 | Castrol Industrial Inc. | Improved corrosion preventive composition |
EP0381377A3 (en) * | 1989-01-27 | 1991-03-13 | Castrol Industrial Inc. | Improved corrosion preventive composition |
US5417869A (en) * | 1989-11-27 | 1995-05-23 | Mobil Oil Corporation | Surfactants and cutting oil formulations using these surfactants which resist microbial degradation |
US5372220A (en) * | 1992-06-01 | 1994-12-13 | Bostik, Inc. | Water based lubricant containing polytetrafluoroethylene |
US5462681A (en) * | 1993-11-12 | 1995-10-31 | Ecolab, Inc. | Particulate suspending antimicrobial additives |
US5484541A (en) * | 1994-05-17 | 1996-01-16 | Century Chemical Corporation | Process and product for lubricating metal prior to cold forming |
US5624888A (en) * | 1994-05-17 | 1997-04-29 | Century Chemical Corporation | Process and product for lubricating metal prior to cold forming |
US5776867A (en) * | 1994-05-17 | 1998-07-07 | Century Chemical Corporation | Process and product for lubricating metal prior to cold forming |
US6153566A (en) * | 1995-05-10 | 2000-11-28 | Elf Atochem S.A. | Bacteriostatic compositions and use in metal working fluids |
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US5741436A (en) * | 1995-12-05 | 1998-04-21 | Prestone Products Corp. | Antifreeze concentrates and compositions comprising neodecanoic acid corrosion inhibitors |
US6524396B1 (en) * | 1998-08-05 | 2003-02-25 | Henkel Kommanditgesellschaft Aut Aktien | Agent and method for machining metal and for cleaning metal or anticorrosion treatment |
US6376433B1 (en) | 1999-07-13 | 2002-04-23 | Century Chemical Corporation | Process and product for lubricating metal prior to cold forming |
US6562768B1 (en) | 2001-08-13 | 2003-05-13 | Ronnie L. Gregston | Composition for and method of cutting internal threads on the surface of a hole in a workpiece |
US20050044912A1 (en) * | 2001-11-15 | 2005-03-03 | Gilles Darvaux-Hubert | Method for working or forming metals in the presence of aqueous lubricants based on methanesulfonic acid |
US7730618B2 (en) * | 2001-11-15 | 2010-06-08 | Arkema France | Method for working or forming metals in the presence of aqueous lubricants based on methanesulfonic acid |
WO2004078893A1 (en) * | 2003-03-03 | 2004-09-16 | D.A. Stuart Company | Additive for cold rolling lubricants |
US20060281646A1 (en) * | 2003-03-03 | 2006-12-14 | Oleksiak Thomas P | Additive for cold rolling lubricants |
CN100351357C (en) * | 2003-03-03 | 2007-11-28 | D.A.斯都华公司 | Additive for cold rolling lubricants |
CN100460491C (en) * | 2004-06-29 | 2009-02-11 | 中国石油化工股份有限公司 | Lubricating oil composition |
US8999900B2 (en) * | 2005-02-09 | 2015-04-07 | Nippon Steel & Sumitomo Metal Corporation | Two-component anti-seizure agent for hot metal working process, and method of manufacturing seamless pipe using thereof |
US20090054279A1 (en) * | 2005-02-09 | 2009-02-26 | Sumio Iida | Two-Component Anti-Seizure Agent for Hot Metal Working Process, and Method of Manufacturing Seamless Pipe Using Thereof |
US20090170736A1 (en) * | 2006-05-05 | 2009-07-02 | Brutto Patrick E | Metalworking Fluids Comprising Neutralized Fatty Acids |
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US8168575B2 (en) * | 2006-05-05 | 2012-05-01 | Angus Chemical Company | Metalworking fluids comprising neutralized fatty acids |
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US20140128299A1 (en) * | 2011-05-06 | 2014-05-08 | Chemetall Gmbh | Amine-free voc-free metal working fluid |
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Also Published As
Publication number | Publication date |
---|---|
KR910009187B1 (en) | 1991-11-04 |
KR850003569A (en) | 1985-06-20 |
JPH0380199B2 (en) | 1991-12-24 |
JPS60118799A (en) | 1985-06-26 |
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